Doug Cress of Enterprise Realty   Email: doug@cress.co (dot co)   Call/Text: 212-203-5251

Enterprise Realty Office: 203-929-6311

Doug Cress of Enterprise Realty
Email: doug@cress.co (dot co)  Call/Text: 212-203-5251
Enterprise Realty Office: 203-929-6311

All News & Insights » Connecticut Dream Homes

Explore Connecticut’s Finest Homes and Estates

36 Maple Avenue South in Westport, CT: Classic Architecture Meets Modern LivingLuxury HomesWestport

36 Maple Avenue South in Westport, CT: Classic Architecture Meets Modern Living

March 14, 20264 min
79 Riverside Avenue in Westport, CT: Big Views from a Compact HomeLuxury HomesWestport

79 Riverside Avenue in Westport, CT: Big Views from a Compact Home

March 9, 20263 min
260 Willow Street in Southport, CT: Five Standout SpacesLuxury HomesSouthport

260 Willow Street in Southport, CT: Five Standout Spaces

February 22, 20261 min
19 Beachside Common in Westport, CT: Touring a $10,995,000 Contemporary Waterfront HomeLuxury HomesWestport

19 Beachside Common in Westport, CT: Touring a $10,995,000 Contemporary Waterfront Home

February 19, 20261 min
1 Driftway in Greenwich, CT: Prime Greenwich Location Near Byram ParkGreenwichLuxury Homes

1 Driftway in Greenwich, CT: Prime Greenwich Location Near Byram Park

December 31, 20251 min
92 Beachside Avenue in Westport, CT: A Waterfront Estate Once Home to Briggs CunninghamLuxury HomesWestport

92 Beachside Avenue in Westport, CT: A Waterfront Estate Once Home to Briggs Cunningham

November 11, 20251 min
17 Contentment Island Road in Darien, CT: Waterfront Estate with Hedge Fund Legacy Asks $10.9MDarienLuxury Homes

17 Contentment Island Road in Darien, CT: Waterfront Estate with Hedge Fund Legacy Asks $10.9M

September 18, 20251 min
Five Branford, CT Islands for Sale: From $30M Estates to Bare RocksLuxury Homes

Five Branford, CT Islands for Sale: From $30M Estates to Bare Rocks

August 12, 20251 min
195 Fairfield Beach Road in Fairfield, CT: A $6.9 Million Coastal Retreat Fit for Fairfield Beach RoyaltyFairfieldLuxury Homes

195 Fairfield Beach Road in Fairfield, CT: A $6.9 Million Coastal Retreat Fit for Fairfield Beach Royalty

July 27, 20251 min
25 Tokeneke Trail in Darien, CT: Tokeneke Waterfront Asking $8,795,000DarienLuxury Homes

25 Tokeneke Trail in Darien, CT: Tokeneke Waterfront Asking $8,795,000

July 14, 20251 min
The Hamlet at Saugatuck: A New Chapter for Westport’s WaterfrontLuxury HomesWestport

The Hamlet at Saugatuck: A New Chapter for Westport’s Waterfront

May 3, 20253 min
658 Pequot Avenue in Southport, CT: Mary Pomeroy’s Home is an Ornament to the StreetHistoryLuxury HomesSouthport

658 Pequot Avenue in Southport, CT: Mary Pomeroy’s Home is an Ornament to the Street

March 27, 20253 min
114 Beachside Avenue in Westport, CT: Setting the Bar for Luxury Living on Connecticut’s Gold CoastLuxury HomesWestport

114 Beachside Avenue in Westport, CT: Setting the Bar for Luxury Living on Connecticut’s Gold Coast

March 24, 20254 min
490 North Street in Greenwich, CT is a Barn Turned Gwathmey Modernist HomeGreenwichLuxury Homes

490 North Street in Greenwich, CT is a Barn Turned Gwathmey Modernist Home

March 17, 20252 min
61 Byram Shore Road in Greenwich, CT: Waterfront Estate with Private Dock for $10,995,000GreenwichLuxury Homes

61 Byram Shore Road in Greenwich, CT: Waterfront Estate with Private Dock for $10,995,000

March 10, 20252 min
17 River Lane in Westport, CT: A Gothic Mansion Inspired by Europe’s Grand Hunting LodgesLuxury HomesWestport

17 River Lane in Westport, CT: A Gothic Mansion Inspired by Europe’s Grand Hunting Lodges

March 6, 20253 min
478 Harbor Road in Southport, CT: William Webb Wakeman’s Greek Revival MansionHistoryLuxury HomesSouthport

478 Harbor Road in Southport, CT: William Webb Wakeman’s Greek Revival Mansion

March 5, 20253 min
545 Indian Field Road in Greenwich, CT: On the Market for $49,500,000GreenwichLuxury Homes

545 Indian Field Road in Greenwich, CT: On the Market for $49,500,000

March 2, 20252 min
66 Beachside Avenue in Westport, CT is a $10.75 Million Staycation DreamLuxury HomesWestport

66 Beachside Avenue in Westport, CT is a $10.75 Million Staycation Dream

February 25, 20252 min
262 Brushy Ridge Road in New Canaan, CT: The Grand Legacy of Pemberly HillLuxury HomesNew Canaan

262 Brushy Ridge Road in New Canaan, CT: The Grand Legacy of Pemberly Hill

February 23, 20253 min
612 Penfield Road in Fairfield, CT: Grandeur, Space, and a Prime Beachside LocationFairfieldLuxury Homes

612 Penfield Road in Fairfield, CT: Grandeur, Space, and a Prime Beachside Location

February 19, 20252 min
16 Burr School Road in Westport CT: A Daring Ultra-Modern DesignLuxury HomesWestport

16 Burr School Road in Westport CT: A Daring Ultra-Modern Design

February 18, 20251 min
20 Thunder Mountain Road in Greenwich, CT Embraces Its Natural SurroundingsGreenwichLuxury Homes

20 Thunder Mountain Road in Greenwich, CT Embraces Its Natural Surroundings

February 17, 20252 min
The Glass House in New Canaan, CT is Philip Johnson’s Icon of Modern DesignHistoryLuxury HomesNew Canaan

The Glass House in New Canaan, CT is Philip Johnson’s Icon of Modern Design

February 16, 20253 min
209 Long Neck Point in Darien, CT: From Stable to StunningDarienLuxury Homes

209 Long Neck Point in Darien, CT: From Stable to Stunning

February 12, 20252 min
68 Round Hill Road in Greenwich, CT: Judge Judy’s MansionGreenwichLuxury Homes

68 Round Hill Road in Greenwich, CT: Judge Judy’s Mansion

February 11, 20252 min
340 Willow Street in Southport, CT is an Estate for GenerationsLuxury HomesSouthport

340 Willow Street in Southport, CT is an Estate for Generations

February 10, 20251 min
11 Bluewater Hill in Westport, CT: An $8.25M Modern Home with a Foucault Pendulum and Retractable Glass RoofLuxury HomesWestport

11 Bluewater Hill in Westport, CT: An $8.25M Modern Home with a Foucault Pendulum and Retractable Glass Roof

February 9, 20252 min
750 Harbor Road in Southport, CT: A Landmark of Southport’s Greek Revival HeritageHistoryLuxury HomesSouthport

750 Harbor Road in Southport, CT: A Landmark of Southport’s Greek Revival Heritage

February 8, 20252 min
Tavern Island in Norwalk, CT: A Historic Hideaway with a Party PastLuxury HomesNorwalk

Tavern Island in Norwalk, CT: A Historic Hideaway with a Party Past

February 6, 20252 min